Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 1 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike worth booking?
Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike is a 4-hour experience in Santorini, Greece, from $177 per person. It scores 56 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 1 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 56 / 100
- Rating
- 5/5 (1)
- Duration
- 4 hours
- From
- $177 per person
Throughout this hiking adventure, you will escape the crowds, discover hidden corners, and admire Santorini’s volcanic landscape. The journey begins with a hike from Pyrgos Village to Megalochori, with an optional strol
What you get
About this experience
Throughout this hiking adventure, you will escape the crowds, discover hidden corners, and admire Santorini’s volcanic landscape. The journey begins with a hike from Pyrgos Village to Megalochori, with an optional stroll through Pyrgos’ medieval alleys, a visit to the Kastelli ruins, and panoramic island views. In Megalochori Village, enjoy a break for coffee, water, and a traditional sweet, or—if preferred—a glass of wine at Arvanitis Winery, next to the Family Bakery. Free time is also offered to wander the village paths, browse local shops, and take photographs of its Cycladic architecture. The trail continues along the caldera rim, following historic wine paths and offering views from the “heart” of Santorini. You will then cross volcanic dunes toward Eros Beach, with time for a swim if weather permits. The experience ends at Vlychada Bay with lunch by the sea at a traditional Greek taverna. Finally, you will coordinate your return by transportation with your experience host.
What's included
Included
- Taxes
- English/French/Greek Speaking Expert Guide
- Liability Insurance
Not included
- Personal Expenses
- Gratuities
- Private transportation
- Meals
- Bottled water
- Tea and coffee
What you'll see and do
Pyrgos
Guided Tour - This picturesque hillside village is set on a volcanic crater at the highest point on Santorini, offering panoramic views over the island. With whitewashed Cycladic architecture, Byzantine churches, and small winding cobblestone lanes, Pyrgos (Pyrgos Kallistis offers the historic charm of the Greek islands without the tourist crowds.
30 minutes here
Castelli of Pyrgos
Guided visit - The castle of Pyrgos, or as locals call it, the Kastelli, was damaged by the earthquake of 1956, but its ruins still stand. We will stop to snap photos and explore the frescoed churches and ancient ruins of Kasteli - Castle.
30 minutes here
Megalochori - Traditional Village
We will descend the Hiking Trail that connects Pyrgos - Megalochori. Megalochori is one of the most picturesque villages on the island. Its existence is recorded back to the 17th century. Home to historical mansions, old traditional houses, pirate hideaways and wine canavas, it has a history of merchants and wealthy land barons exporting Vinsanto wine that the island still produces.
60 minutes here
Heart of Santorini
It is a heart-shaped hole in a rock, through which you can see the Aegean Sea, the sky, and the volcano. It is located in Megalochori village, near the charming little chapel of Agios Nikolaos. The spot offers some wonderful views, especially if you are looking for a less crowded place to watch the sunset and capture some Instagram-worthy pictures with your partner at one of the most romantic locations in Santorini!
30 minutes here
Eros Beach
We continue our hiking following the Megalochori wine roads to Eros Beach. Eros is a wonderful, secluded beach with black sand and sapphire blue sea, on the south part of Santorini. It lies on the coastal area of Vlychada and is actually a continuation of the long Vlychada Beach. The landscape is dominated by the hard white volcanic rock of Santorini in formations reminiscent of a lunar landscape, ending at steep vertical slopes just before the sea. We spend 1 hour for a swim and a drink at the beach bar.
45 minutes here
Vlychada Beach
Vlychada is an easily accessible beach by car or bus, located on the south coast of Santorini, 13 kilometers from Fira. It stands out for the overwhelming carved cliffs that resemble a sculptor's work but is, in fact, a natural process owed to the volcano, the wind and the sea. We will dine and wine at a traditional taverna, Kyra Rini.
45 minutes here
Where it starts and ends
Meeting point
Santorini
We meet outside (or inside at the garden) at the Mythos Grill House, Pyrgos Kallistis Village 15 minutes before the adventure.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Returns to the starting point
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, fr
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Santorini Adventure
Know before you go
- Service animals allowed
- Public transportation options are available nearby
- Not recommended for travelers with spinal injuries
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- Travelers should have a high level of physical fitness
- Not Suitable for People with mobility impairments
- Not Suitable for Children under 12 years
Photos
Traveler reviews
1 verified traveler reviews for Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike. Ratings and reviews provided by Viator and Tripadvisor.
Bar and restaurant staff
I would like to thank all the guys and girls at the bar for their kindness and competence (also in making drinks and cappuccinos). I will always remember them with affection during the next long winter!
via Tripadvisor (translated)
Good to know
- Duration
- 4 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $177 to $250
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 56
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Santorini.
How much does Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike cost?
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Prices start at $177 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Santorini usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike take?
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Plan for about 4 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Santorini is not rushed.
Is Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike worth it?
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It holds an Outty Ranking of 56 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 1 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Santorini, and how flexible the cancellation terms are.
Can I cancel or reschedule Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 4-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike?
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Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Santorini can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Santorini and add a light layer if any part of the 4-hour experience runs outdoors or after sunset.
Where does Santorini’s Villages, Wine Roads and Hidden Gems -The Grand Hike start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Santorini within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Santorini?
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On Outty we rank every Santorini experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Half Day Premium Catamaran Cruise in Santorini including Oia, Private Santorini Tailor Made - Choice of the Guest!, Private Classic Santorini Panorama: Visit Top Destinations. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Santorini?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Santorini?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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